Release Notes
Nov 20, 2025

Key Updates

Win Loss Plus Now Classifies Every Closed Deal

Today we released a major update to Win Loss Plus. It turns every Closed Won/Lost HubSpot deal into a clear, objective view of what drove the outcome and automatically groups those reasons so you can see the themes across all your wins and losses.

Details

What Win Loss Plus Reveals

Win Loss Plus showing automatic classification of Sales Motions, Internal Assists and Blockers, and Customer Context for every closed deal

Win Loss Plus - Automatic Deal Analysis

For every won and lost deal, Data Parrot runs a full breakdown and classifies:

Sales Motions

What your reps did well vs. where they struggled:

  • Effective motions: "Value Messaging", "Strong Product Storytelling", "Consultative Selling"
  • Problem areas: "Poor Qualification", "Weak Discovery", "Inconsistent Follow-up"

Internal Assists & Blockers

Where your own company sped things up or slowed deals down:

  • Assists: "Marketing Content Turnaround", "Executive Involvement", "Fast Demo Environment Setup"
  • Blockers: "Delayed Legal Approvals", "Missing Technical Resources", "Slow Contract Process"

Customer Context

The specific pain points and compelling events that drove the buying process:

  • Pain Points: "Manual Reporting", "Unclear Pipeline Health", "Messy CRM Data"
  • Compelling Events: "Sales Plan Deadline", "New VP Sales Hire", "Upcoming Board Meeting"
  • Stakeholders: "Technical Leader Influence", "Internal Team Resistance", "Internal Champion"

These are examples - all of this is automatically personalized to your company, product, and customers.

Use Cases

  • Coach with Facts: show reps which motions win and which patterns keep losing deals
  • Ramp New Reps Faster: “Here’s how we actually win deals here,” backed by real data
  • Fix Internal Bottlenecks: see where legal, approvals, or missing resources are repeatedly hurting your sales team
  • Aim Marketing at Real Buyer Pain: build campaigns around the actual pain points and compelling events that show up in your wins
  • Run Deal Post Mortems: turn every key deal into a clear storyline of what worked, what broke, and what you need to repeat or fix

Detailed View of a Won / Lost Deal

When you click on a deal in any of the tables, you will see the detailed analysis for that deal where you can drill into the specific details for that deal. Each Sales Motion, Internal Blocker, Internal Assists, Compelling Event, Pain Point, and Stakeholder is shown with a score and a description of the impact on the deal.

This is dynamic per deal and is adapted based on the deal's specific details.

Win Loss Plus showing automatic classification of Sales Motions, Internal Assists and Blockers, and Customer Context for every closed deal

Win Loss Plus - Automatic Deal Analysis

Pricing & Access

Win Loss Plus is available now as a paid add-on and Requires an annual Data Parrot Pro subscription.

Once enabled, the AI will begin analyzing your historical deals immediately.

Next Steps

Release NotesNov 4, 2025